Caledonia Vacation Packages

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Your Caledonia Vacation

The fascinating city of Caledonia is calling. Delve into everything from its highlights to its hidden gems with a Caledonia vacation package that's custom made for you. You'll want to do a little exploring during your trip to Caledonia. Make time for top attractions such as Rock Cut State Park, Rivets Stadium and McEachran Homestead Winery. Your perfect Caledonia vacation is just clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored to suit your travel style.

Top Caledonia Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,405 reviews)
We try to stay here every time we come to Chicago.

Reviewed on Aug. 3, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Sep 8 - Sep 11
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on Jul. 26, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Sep 8 - Sep 11
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 8 - Sep 11
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
I booked a room with the water view, when I checked in I asked before I get the key, Is it a water view. They told me it is. I show up in my room and it’s not the room I booked. I called the front desk and they’re telling me we apologize all of the rooms are booked with the water view. They also said booking a water view room doesn’t guarantee a water view room even though I paid extra for a water view room! Never going to stay there again for sure.

Reviewed on Aug. 3, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
per person
Sep 10 - Sep 17
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,049 reviews)
Amazing view, nice room sizes and very clean

Reviewed on Aug. 3, 2025

Ready to book your vacation to Caledonia?

 

Choose your dates

Caledonia Hotel Deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Aug 11 to Aug 12
CA $102
CA $116 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,249 reviews)
"Close to lots of restaurants and clean rooms and lobby"

Reviewed on Aug. 1, 2025

Baymont by Wyndham Rockford
AmericInn by Wyndham Beloit

AmericInn by Wyndham Beloit

2 out of 5
2790 Milwaukee Rd, Beloit, WI
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Aug 5 to Aug 6
CA $135
CA $153 total
Aug 5 - Aug 6
includes taxes & fees
8.4/10 Very Good! (68 reviews)
"Just fine"

Reviewed on Jul. 29, 2025

AmericInn by Wyndham Beloit
La Quinta Inn & Suites by Wyndham Rockford

La Quinta Inn & Suites by Wyndham Rockford

3 out of 5
7401 Walton St, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Aug 10 to Aug 11
CA $107
CA $122 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"The pet friendly rooms need to be updated. The room we were staying in had a strong smell of urine. The staff were very understanding and accommodating with the issue and even had a can opener we were able to borrow since we forgot ours."

Reviewed on Jul. 30, 2025

La Quinta Inn & Suites by Wyndham Rockford
See all 197 properties in Caledonia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
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Frequently asked questions

How much does a Caledonia vacation package cost?
You'll find cheap prices from CA $862 on Expedia for your Caledonia escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Caledonia costs.
What are the cheapest months to go to Caledonia?
If you're looking to book a cheap Caledonia vacation package, consider planning a trip in January, February and November. You'll generally find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Caledonia?
The ideal length for your Caledonia vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to check out all the main sights and explore some hidden gems along the way.
How to find the best Caledonia package deals?
Start your search for a Caledonia package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Caledonia package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Caledonia adventure off to a flying start.
Is it cheaper to book a Caledonia vacation as a package?
You can enjoy significant savings on your next Caledonia escape by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Caledonia?
Land incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Caledonia break.
How to plan a trip to Caledonia?

  1. Choose when to get away: Check your calendar and get packing. Your favourite season and the available activities will also help you decide when to visit Caledonia.
  2. Calculate your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and flights. Your hotel will probably be the largest expense during your trip to Caledonia.
  3. Determine how many days away: Start by compiling a list of the activities and sights you'd like to experience in Caledonia. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Caledonia vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.